An efficient method to synthesize TNAD by the nitration of 1,4,5,8- tetraazabicyclo-[4,4,0]-decane with N20s and acidic ionic liquids

An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-l,4,5,8-tetraazabicyclo-[4,4,0]-decane （TNAD） with N205 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [（CH2）4SO3HMim]X and [Capl]X （X...

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Bibliographic Details
Published in中国化学快报：英文版 no. 3; pp. 423 - 426
Main Author Xiao-Feng Cao Bin-Dong Li Min Wang
Format Journal Article
LanguageEnglish
Published 2014
Subjects
N205
TNAD
催化活性
合成
氮杂双环
癸烷
硝化
酸性离子液体
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Summary:An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-l,4,5,8-tetraazabicyclo-[4,4,0]-decane （TNAD） with N205 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [（CH2）4SO3HMim]X and [Capl]X （X =pTSO-, NO3 , HS04-）, and various parameters such as equivalents of ionic liquid, molar ratio of N205 tO the starting material, reaction time and temperature, and solvent were investigated, Ionic liquid [（CH2）4SO3HMim]HS04 showed better catalytic activity. In the presence of 3% molar ratio of [（CH2）4SO3HMim]HS04 ionic liquid to the staring material, the yield of 1,4,5,8-tetranitro-l,4,5,8- tetraazabicvclo-14.4.01-decane was improved bv 6.2~; comnared to the system without ionic liauid.
Bibliography:11-2710/O6
1,4,5,8-Tetraazabicyclo-[4,4,0]-decaneN205Inert solventAcidicionicliquidsTNAD
An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-l,4,5,8-tetraazabicyclo-[4,4,0]-decane （TNAD） with N205 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [（CH2）4SO3HMim]X and [Capl]X （X =pTSO-, NO3 , HS04-）, and various parameters such as equivalents of ionic liquid, molar ratio of N205 tO the starting material, reaction time and temperature, and solvent were investigated, Ionic liquid [（CH2）4SO3HMim]HS04 showed better catalytic activity. In the presence of 3% molar ratio of [（CH2）4SO3HMim]HS04 ionic liquid to the staring material, the yield of 1,4,5,8-tetranitro-l,4,5,8- tetraazabicvclo-14.4.01-decane was improved bv 6.2~; comnared to the system without ionic liauid.
ISSN:1001-8417
1878-5964